CA2418030A1 - Isolation of glucan particles and uses thereof - Google Patents
Isolation of glucan particles and uses thereof Download PDFInfo
- Publication number
- CA2418030A1 CA2418030A1 CA002418030A CA2418030A CA2418030A1 CA 2418030 A1 CA2418030 A1 CA 2418030A1 CA 002418030 A CA002418030 A CA 002418030A CA 2418030 A CA2418030 A CA 2418030A CA 2418030 A1 CA2418030 A1 CA 2418030A1
- Authority
- CA
- Canada
- Prior art keywords
- process according
- glucan particles
- mannoprotein
- obtainable
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/163—Sugars; Polysaccharides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
- A23L29/269—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of microbial origin, e.g. xanthan or dextran
- A23L29/271—Curdlan; beta-1-3 glucan; Polysaccharides produced by agrobacterium or alcaligenes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2220/00—Aspects relating to sorbent materials
- B01J2220/50—Aspects relating to the use of sorbent or filter aid materials
- B01J2220/52—Sorbents specially adapted for preparative chromatography
Abstract
The present invention relates to the isolation of novel glucan particles but also to mannoprotein from natural sources such as yeast cell walls, novel isolation methods, and the use of products thereof.
Claims (28)
1. Glucan particles with a molecular weight (M W or M N) of more than 100 000 after solubilization by carboxymethylation having preserved porous and fibrous structural properties.
2. Glucan particles according to claim 1 with a size range of 0.1 to 25 micrometers, preferably 0.5 to 15 micrometers, and most preferably 2 to 10 micrometers.
3. Glucan particles according to claims 1 or 2, which are insoluble in water and in most of the known organic solvents, having activated pores and which are showing an increased stability at high pH-values.
4. Glucan particles according to claims 1 to 3 with gel forming proper-ties.
5. Glucan particles according to at least one of the claims 1 to 4 form-ing a stable gel in organic solvents or acidified water, when an aqueous suspension of these particles is heated to a temperature higher than 80°C.
6. Process for isolating glucan particles from unicellular organisms or glucan-containing plants, comprising the steps a) extracting mannoproteins with water at temperatures above the boiling point of water and/or treatment of the raw materials or of the product from step a) b) with proteases or by non-denaturating chemical means for the removal of proteins and/or c) with lipases, or by solvent extraction for the removal of lipids on condition that steps b) and c) may be proceeded in any sequence and if necessary in dependence on the starting material one or two steps may be left out.
7. Process according to claim 6 comprising as step a) treatment with water at temperatures above the boiling point of water under ele-vated pressure and adjusted pH for extracting mannoprotein.
8. Process according to at least one of the claims 6 or 7 wherein in step a) mannoproteins are extracted from an aqueous cell wall sus-pension in the concentration range of 1 - 20 % by weight, preferably 10 - 20 %, most preferably 13 -17 %, with adjusted pH in the range of 5 - 9, preferably pH 6 - 8 , most preferably pH 6.5 - 7.5, at a tem-perature in the range of 120 -130°C for a defined period of time in the range of 0.1 - 24 hours, preferably 1 - 10 hours, most preferably 3 - 7 hours under elevated pressure.
9. Process according to at least one of the claims 6 - 8, wherein the mannoprotein is removed from the recovered aqueous solution (water extracts) from step a) by adding and mixing with an alcohol and precipitating.
10. Process according to claim 9 wherein the alcohol is selected from the group methanol, ethanol, propanol, and butanol.
11. Process according to claim 6 comprising as step b) treatment with proteases after pH adjustment at optimal level for the removal of contaminating proteins.
12. Process according to claim 6 wherein in step b) protein contami-nants are extracted either with aqueous alkaline solution selected from the group sodium carbonate and sodium hydrogen carbonate at low concentration and low temperature or with sodium dodecylsulfate at a concentration in the range of 0.1 - 5 by weight, preferably 1 - 3 % by weight, most preferably 1.5 - 2.5 by weight.
13. Process according to claim 6 comprising as step c) treatment with lipases after pH adjustment at optimal level for removal of contami-nating lipids.
14. Process according to claim 6 wherein in step c) lipid contaminants are extracted either with organic solvents, that are miscible with water, selected from the group acetone ethanol, methanol, isopro-panol and butanol or mixtures thereof;
or with organic solvents that are not miscible with water, selected from the group isobutylketone, hexane, chloroform, methylenechloride, tetrachloroethylene and ethylacetate or mixtures thereof, or with mixtures of organic solvents that are miscible with water with organic solvents that are not miscible with water;
or extraction with supercritical CO2, or extraction with supercritical CO2 and organic solvents as modifiers.
or with organic solvents that are not miscible with water, selected from the group isobutylketone, hexane, chloroform, methylenechloride, tetrachloroethylene and ethylacetate or mixtures thereof, or with mixtures of organic solvents that are miscible with water with organic solvents that are not miscible with water;
or extraction with supercritical CO2, or extraction with supercritical CO2 and organic solvents as modifiers.
15. Process according to claims 6 and 14 wherein in step c) lipid con-taminants are extracted with a mixture of methanol and chloroform in a ratio of volume of 1 : 1 or of hexane and isopropanol in a ratio of volume of 3 : 2.
16. Mannoprotein obtained from step a) according to at least one of the claims 6 - 10.
17. Glucan particles obtainable by a process according to at least one of the claims 6 - 8, 11 - 15.
18. Glucan particles obtainable by a process according to claims 6 - 8 by protease treatment after extracting mannoproteins with water.
19. Glucan particles obtainable by a process according to at least one of the claims 6 - 8, 11, 13, by lipase treatment or solvent extraction of ter extracting mannoprotein with water and removing protein con-taminants with protease.
20. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 as adsorbents and carriers, as chroma-tographic active material or as adsorbents for toxic environmental compounds.
21. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 and/or mannoprotein according to claim 16 for the preparation of pharmaceutical or cosmetic formulations or as additive in food and feed or in products needed in agriculture in crop protection.
22. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 and/or mannoprotein according to claim 16 for the preparation of pharmaceutical formulations with immune system activating properties.
23. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 and/or mannoprotein according to claim 16 for the preparation of pharmaceutical formulations with antitumor activity or for administration in combination with chemotherapy or di-alysis.
24. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 and/or mannoprotein according to claim 16 for the preparation of pharmaceutical formulations to improve the host-defences to bacterial or virus infections.
25. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 and/or mannoprotein according to claim 16 for the preparation of pharmaceutical formulations with prophylactic activity against diseases of age.
26. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 and/or mannoprotein according to claim 16 for the preparation of formulations with cholesterol reduction activity.
27. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 and/or mannoprotein according to claim 16 for the preparation of formulations with an glucose regulating effect.
28. Use of glucan particles according to at least one of the claims 1 - 5, 17 - 19 or obtainable from a process according to at least one of the claims 6 - 8 or 11 - 15 and/or mannoprotein according to claim 16 for the preparation of formulations with improving effects on cardio-vascular diseases, on autoimmune conditions like HIV, arthritis, lu-pus, allergic asthma or multipe sclerosis.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP00116764.2 | 2000-08-03 | ||
EP00116764 | 2000-08-03 | ||
PCT/EP2001/008851 WO2002012348A2 (en) | 2000-08-03 | 2001-07-31 | Isolation of glucan particles and uses thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2418030A1 true CA2418030A1 (en) | 2002-02-14 |
CA2418030C CA2418030C (en) | 2010-10-26 |
Family
ID=8169434
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2418030A Expired - Lifetime CA2418030C (en) | 2000-08-03 | 2001-07-31 | Isolation of glucan particles and uses thereof |
Country Status (5)
Country | Link |
---|---|
US (2) | US20040054166A1 (en) |
EP (1) | EP1414865B1 (en) |
AU (1) | AU2001279796A1 (en) |
CA (1) | CA2418030C (en) |
WO (1) | WO2002012348A2 (en) |
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ATE354355T1 (en) * | 2001-04-27 | 2007-03-15 | Ajinomoto Kk | A DISPERSION OF HIGHLY FINE PARTICLES CONTAINING BETA-GLUCAN, A CORRESPONDING PRODUCTION PROCESS AND THE USE OF THE DISPERSION |
SI1711058T1 (en) | 2004-01-23 | 2022-02-28 | Eden Research Plc, | Methods of killing nematodes comprising the application of a terpene component |
DK1753529T3 (en) * | 2004-05-20 | 2013-11-11 | Eden Research Plc | Composition containing a hollow glucan particle or hollow cell wall particle encapsulating a terpene component, methods of preparing and using them |
US7740861B2 (en) | 2004-06-16 | 2010-06-22 | University Of Massachusetts | Drug delivery product and methods |
JP5302537B2 (en) | 2004-09-17 | 2013-10-02 | ユニバーシティ オブ マサチューセッツ | Compositions for lysosomal enzyme deficiency and their use |
AU2005318194B2 (en) * | 2004-12-23 | 2010-08-19 | Dsm Ip Assets B.V. | New mannoprotein with full solubility in wine and its application in the stabilisation of wine |
WO2006067147A1 (en) * | 2004-12-23 | 2006-06-29 | Dsm Ip Assets B.V. | Process to improve activity of mannoprotein as wine stabiliser |
US20060263415A1 (en) * | 2005-05-05 | 2006-11-23 | Sensient Flavors Inc. | Production of beta-glucans and mannans |
US9439416B2 (en) * | 2005-11-30 | 2016-09-13 | Eden Research Plc | Compositions and methods comprising terpenes or terpene mixtures selected from thymol, eugenol, geraniol, citral, and l-carvone |
EP1954129A1 (en) | 2005-11-30 | 2008-08-13 | Eden Research Plc | Terpene-containing compositions and methods of making and using them |
TW200900053A (en) | 2007-02-21 | 2009-01-01 | Biotec Pharmacon Asa | Medical uses of glucans |
FR2921260B1 (en) * | 2007-09-25 | 2012-08-24 | Lesaffre & Cie | USE OF A NEW NATURAL AGENT IN COSMETIC COMPOSITIONS |
CA2704056A1 (en) | 2007-10-29 | 2009-05-07 | University Of Massachusetts | Encapsulated nanoparticles for nucleic acid delivery |
ITPD20080022A1 (en) | 2008-01-23 | 2009-07-24 | Enologica Vason Srl | PRODUCTION METHOD OF A PRODUCT FOR TARTARIC WINE STABILIZATION, PRODUCT FOR STABILIZATION AND STABILIZATION PROCEDURE THROUGH THE ABOVE PRODUCT. |
WO2010008582A2 (en) | 2008-07-18 | 2010-01-21 | Rxi Pharmaceuticals Corporation | Phagocytic cell drug delivery system |
WO2010078536A1 (en) | 2009-01-05 | 2010-07-08 | Rxi Pharmaceuticals Corporation | Inhibition of pcsk9 through rnai |
BRPI0900639C1 (en) * | 2009-02-13 | 2011-12-20 | Hebron Farmaceutica Pesquisa Desenvolvimento E Inovacao Tecnologica Ltda | pharmaceutical composition and use thereof for treatment and / or prevention of respiratory tract diseases |
WO2011119871A1 (en) | 2010-03-24 | 2011-09-29 | Rxi Phrmaceuticals Corporation | Rna interference in ocular indications |
JP6060071B2 (en) | 2010-03-24 | 2017-01-11 | アールエックスアイ ファーマシューティカルズ コーポレーション | RNA interference in skin and fibrosis applications |
US9242857B2 (en) | 2010-08-14 | 2016-01-26 | University Of Massachusetts | Yeast cell wall particles for receptor-targeted nanoparticle delivery |
US9603858B2 (en) | 2010-11-29 | 2017-03-28 | Raisio Nutrition Ltd. | Compositions for preventing and treating an immune system disorder |
GB201220940D0 (en) | 2012-11-21 | 2013-01-02 | Eden Research Plc | Method P |
JP6883987B2 (en) | 2013-12-04 | 2021-06-09 | フィオ ファーマシューティカルズ コーポレーションPhio Pharmaceuticals Corp. | Methods for wound healing procedures utilizing chemically modified oligonucleotides |
CA2947270A1 (en) | 2014-04-28 | 2015-11-05 | Rxi Pharmaceuticals Corporation | Methods for treating cancer using nucleic acids targeting mdm2 or mycn |
CA2947619A1 (en) | 2014-05-01 | 2015-11-05 | Rxi Pharmaceuticals Corporation | Methods for treatment of disorders in the front of the eye utilizing nucleic acid molecules |
KR20230037676A (en) | 2014-09-05 | 2023-03-16 | 피오 파마슈티칼스 코프. | Methods for treating aging and skin disorders using nucleic acids targeting tyr or mmp1 |
WO2016100716A1 (en) | 2014-12-18 | 2016-06-23 | Vasant Jadhav | Reversirtm compounds |
US10808247B2 (en) | 2015-07-06 | 2020-10-20 | Phio Pharmaceuticals Corp. | Methods for treating neurological disorders using a synergistic small molecule and nucleic acids therapeutic approach |
KR20180026739A (en) | 2015-07-06 | 2018-03-13 | 알엑스아이 파마슈티칼스 코포레이션 | A nucleic acid molecule targeting superoxide dismutase 1 (SOD1) |
US11021707B2 (en) | 2015-10-19 | 2021-06-01 | Phio Pharmaceuticals Corp. | Reduced size self-delivering nucleic acid compounds targeting long non-coding RNA |
US20230002766A1 (en) | 2019-11-08 | 2023-01-05 | Phio Pharmaceuticals Corp. | Chemically modified oligonucleotides targeting bromodomain containing protein 4 (brd4) for immunotherapy |
US11384160B1 (en) | 2021-07-30 | 2022-07-12 | Tissue repair ltd | Method of making a beta glucan compound |
US11572420B1 (en) | 2021-07-30 | 2023-02-07 | Tissue repair ltd | Isolated biological polysaccharide compound, methods of use and methods of manufacture thereof |
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-
2001
- 2001-07-31 EP EP01958040.6A patent/EP1414865B1/en not_active Expired - Lifetime
- 2001-07-31 WO PCT/EP2001/008851 patent/WO2002012348A2/en active Application Filing
- 2001-07-31 AU AU2001279796A patent/AU2001279796A1/en not_active Abandoned
- 2001-07-31 CA CA2418030A patent/CA2418030C/en not_active Expired - Lifetime
- 2001-07-31 US US10/343,604 patent/US20040054166A1/en not_active Abandoned
-
2005
- 2005-12-02 US US11/293,467 patent/US9187575B2/en active Active
Also Published As
Publication number | Publication date |
---|---|
WO2002012348A3 (en) | 2002-04-25 |
US20040054166A1 (en) | 2004-03-18 |
AU2001279796A1 (en) | 2002-02-18 |
WO2002012348A2 (en) | 2002-02-14 |
EP1414865B1 (en) | 2014-04-09 |
US20060134759A1 (en) | 2006-06-22 |
EP1414865A2 (en) | 2004-05-06 |
CA2418030C (en) | 2010-10-26 |
US9187575B2 (en) | 2015-11-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKEX | Expiry |
Effective date: 20210803 |